CHEMICAL FEASIBILITY STUDIES OF A POTENTIAL COUMARIN-BASED PRODRUG SYSTEM

Citation
Bh. Wang et al., CHEMICAL FEASIBILITY STUDIES OF A POTENTIAL COUMARIN-BASED PRODRUG SYSTEM, Bioorganic & medicinal chemistry letters, 6(8), 1996, pp. 945-950
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
ISSN journal
0960894X
Volume
6
Issue
8
Year of publication
1996
Pages
945 - 950
Database
ISI
SICI code
0960-894X(1996)6:8<945:CFSOAP>2.0.ZU;2-J
Abstract
By using model amines, several amides of coumarinic acid with the phen olic hydroxyl group protected as an ester were prepared. These model a mides underwent a facile (t(1/2) 1.5-31 min) lactonization to release the original amine compounds upon esterase catalyzed hydrolysis of the phenolic ester. Such a system can be used for the preparation of este rase-sensitive prodrugs of amine-containing compounds or peptides. Cop yright (C) 1996 Elsevier Science Ltd